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Chin. J. Org. Chem. ›› 2011, Vol. 31 ›› Issue (9): 1484-1489. Previous Articles     Next Articles

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4,4,6,6-四叠氮基偶氮-1,3,5-三嗪(TAAT)的合成、表征与热分解研究

李玉川1，张雪娇1，付耿2，庞思平1，赵长禄*,2   

  1. (1北京理工大学材料学院 北京 100081)
    (2北京理工大学机械与车辆学院 北京 100081)
  • 收稿日期:2011-09-19 修回日期:2011-03-08 发布日期:2011-04-12
  • 通讯作者: 李玉川 E-mail:yuchuanyh@yahoo.com.cn

Synthesis, Characterization and Thermal Decomposition Mechanism of 4,4,6,6-Tetra(azido)azo-1,3,5-triazine (TAAT)

Li Yuchuan1 Zhang Xuejiao1 Fu Geng2 Pang Siping1 Zhao Changlu*,2   

  1. (1 School of Material Science and Engineering, Beijing Institute of Technology, Beijing 100081)
    (2 School of Mechanical Engineering, Beijing Institute of Technology, Beijing 100081)
  • Received:2011-09-19 Revised:2011-03-08 Published:2011-04-12
  • Contact: LI Yu-Chuan E-mail:yuchuanyh@yahoo.com.cn

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4,4,6,6-Tetra(azido)azo-1,3,5-triazine (TAAT) was synthesized from 4,4,6,6-tetra(azido)hy-drazo-1,3,5-triazine (TAHT) by the oxidative reaction with trichloroisocyanuric acid (TCI), dichloro- isocyanuric acid (DCI), sodium dichloroisocyanurate (SDCI), sodium dibromoisocyanurate (SDBI), N-chlorosuccinide (NCS), N-bromosuccinide (NBS), Cl2, Br2 and sodium hypochlorite (NaClO) with the yields of 72%～93%. Its structure was characterized by FT-IR, 13C NMR, MS techniques and elemental analysis. The effects of different oxidants on oxidation reaction of hydrazo group were investigated, the oxidation mechanism of TAHT was proved and a thermal decomposition mechanism of TAAT was presented based on the results of DSC and FTIR with a dynamic heating process from 50 ℃ to 600 ℃.

Key words: diazoimido compound, triazine, synthesis, oxidation reaction, thermal decomposition, mechanism